(1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide

Basic Information

View in Editor

CAS Number

108448-77-7

Molecular Formula

C10H17NO2S

Molecular Weight

215.32 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

White to Almost white

Melting Point

185-187 °C

Boiling Point

324.8±25.0 °C(Predicted)

Density

1.1469 (rough estimate)

Flash Point

150.3℃

Solubility

almost transparency in Chloroform

Refractive Index

31 ° (C=1, CHCl3)

Specific Rotation

33 º (c=4.9, CHCl3)

SMILES

View in Editor

CC1(C2CCC13CS(=O)(=O)NC3C2)C

InChI

InChI=1S/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10-/m0/s1

InChIKey

DPJYJNYYDJOJNO-NRPADANISA-N

LogP

1.1143

pKa

11.05±0.40(Predicted)

Topological Polar Surface Area

46.17 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

381

Safety Information

View Safety Information

GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(+)-10,2-Camphorsultam
DPJYJNYYDJOJNO-NRPADANISA-N
(3aR,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide
(1R)-(+)-2,10-Camphorsultam, 98%
(+)-exo-10,2-Bornanesultam
MFCD00151762
BCP06365
Q15410857
3H-3a,6-Methano-2,1-benzisothiazole, hexahydro-8,8-dimethyl-, 2,2-dioxide, (3aR,6S,7aS)-
AKOS016842377
108448-77-7
(2S)-Bornane-10,2-sultam
CS-W002434
FD1226
AM20120715
EN300-1177730
(1R)-(+)-Camphorsultam
(1R,5S,7S)-10,10-dimethyl-3lambda6-thia-4-azatricyclo[5.2.1.0,1,5]decane-3,3-dione
(+)-10,2-CAMPHORSULTAM?
1932472-17-7
L-2,10-Camphorsultam
SCHEMBL4147091
(1R,5S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
(1R)-(+)-2,10-Camphorsultam
(1R,2S)-(+)-10,2-Camphorsultam
DTXSID40910735
(7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide
(2S)-Borne-10,2-sultam
L-2,10-Camphorsultam,99%e.e.
(2S)-BORNANE-10,2-SULTAM
(1R)-(+)-2,10-CAMPHORSULTAM

MDL Number

MFCD00151762

Customs Code

29242990

FAQ

What are the physical and chemical properties of (1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide (CAS: 108448-77-7)?

(1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide is a white crystalline solid with a molecular weight of approximately 206.27 g/mol. It has a low water solubility and high lipophilicity, making it suitable for various applications. The compound exhibits moderate reactivity, particularly towards nucleophiles and electrophiles, due to its azo and thia functionalities.

How is (1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide (CAS: 108448-77-7) typically synthesized?

(1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide can be synthesized through a multistep process involving the ring-opening of a cyclic amide to form an intermediate, followed by the introduction of methyl groups and the formation of the azo and thia functionalities. Common solvents include dichloromethane and acetonitrile, with metal catalysts like palladium or copper often used to enhance yield and selectivity.

What industries use (1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide (CAS: 108448-77-7)?

(1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide finds application in pharmaceuticals, particularly as a precursor for drug intermediates, and in the manufacturing of sensors and semiconductors due to its unique electronic properties. It is also used in the polymer industry as a functional monomer for customizable polymer structures.

What precautions should be taken when handling (1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide (CAS: 108448-77-7)?

When handling (1R,5S,7S)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.0~1,5~]decane 3,3-dioxide, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves and safety glasses. Ensure the use of a fume hood to minimize inhalation risks. Spills should be contained and cleaned up using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.